GB1382601A - Vincamine and the production thereof - Google Patents
Vincamine and the production thereofInfo
- Publication number
- GB1382601A GB1382601A GB162572A GB162572A GB1382601A GB 1382601 A GB1382601 A GB 1382601A GB 162572 A GB162572 A GB 162572A GB 162572 A GB162572 A GB 162572A GB 1382601 A GB1382601 A GB 1382601A
- Authority
- GB
- United Kingdom
- Prior art keywords
- vincamine
- vincadifformine
- compound
- tabersonine
- oxy
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- RXPRRQLKFXBCSJ-GIVPXCGWSA-N vincamine Chemical compound C1=CC=C2C(CCN3CCC4)=C5[C@@H]3[C@]4(CC)C[C@](O)(C(=O)OC)N5C2=C1 RXPRRQLKFXBCSJ-GIVPXCGWSA-N 0.000 title abstract 4
- RXPRRQLKFXBCSJ-UHFFFAOYSA-N dl-Vincamin Natural products C1=CC=C2C(CCN3CCC4)=C5C3C4(CC)CC(O)(C(=O)OC)N5C2=C1 RXPRRQLKFXBCSJ-UHFFFAOYSA-N 0.000 title abstract 3
- 229960002726 vincamine Drugs 0.000 title abstract 3
- GIGFIWJRTMBSRP-ACRUOGEOSA-N (-)-vincadifformine Chemical compound C1C(C(=O)OC)=C2NC3=CC=CC=C3[C@@]22CCN3CCC[C@]1(CC)[C@@H]23 GIGFIWJRTMBSRP-ACRUOGEOSA-N 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 5
- GIGFIWJRTMBSRP-UHFFFAOYSA-N DL-Vincadifformin Natural products C1C(C(=O)OC)=C2NC3=CC=CC=C3C22CCN3CCCC1(CC)C23 GIGFIWJRTMBSRP-UHFFFAOYSA-N 0.000 abstract 3
- OZDNDGXASTWERN-CTNGQTDRSA-N Apovincamine Chemical compound C1=CC=C2C(CCN3CCC4)=C5[C@@H]3[C@]4(CC)C=C(C(=O)OC)N5C2=C1 OZDNDGXASTWERN-CTNGQTDRSA-N 0.000 abstract 2
- 239000003638 chemical reducing agent Substances 0.000 abstract 2
- FNGGIPWAZSFKCN-ACRUOGEOSA-N tabersonine Chemical compound N1C2=CC=CC=C2[C@]2([C@H]34)C1=C(C(=O)OC)C[C@]3(CC)C=CCN4CC2 FNGGIPWAZSFKCN-ACRUOGEOSA-N 0.000 abstract 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical group C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 2
- FNGGIPWAZSFKCN-UHFFFAOYSA-N xi-tabersonine Natural products N1C2=CC=CC=C2C2(C34)C1=C(C(=O)OC)CC3(CC)C=CCN4CC2 FNGGIPWAZSFKCN-UHFFFAOYSA-N 0.000 abstract 2
- 125000000815 N-oxide group Chemical group 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229950006936 apovincamine Drugs 0.000 abstract 1
- OZDNDGXASTWERN-UHFFFAOYSA-N apovincamine Natural products C1=CC=C2C(CCN3CCC4)=C5C3C4(CC)C=C(C(=O)OC)N5C2=C1 OZDNDGXASTWERN-UHFFFAOYSA-N 0.000 abstract 1
- 238000004587 chromatography analysis Methods 0.000 abstract 1
- 238000001640 fractional crystallisation Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 150000004965 peroxy acids Chemical group 0.000 abstract 1
- -1 peroxy compound Chemical class 0.000 abstract 1
- 230000008707 rearrangement Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D461/00—Heterocyclic compounds containing indolo [3,2,1-d,e] pyrido [3,2,1,j] [1,5]-naphthyridine ring systems, e.g. vincamine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE98625 | 1971-01-15 | ||
| BE100452 | 1971-03-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1382601A true GB1382601A (en) | 1975-02-05 |
Family
ID=25647534
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB162572A Expired GB1382601A (en) | 1971-01-15 | 1972-01-13 | Vincamine and the production thereof |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3892755A (enrdf_load_stackoverflow) |
| BE (1) | BE763730R (enrdf_load_stackoverflow) |
| CA (1) | CA995675A (enrdf_load_stackoverflow) |
| CH (1) | CH559208A5 (enrdf_load_stackoverflow) |
| FR (2) | FR2184119A5 (enrdf_load_stackoverflow) |
| GB (1) | GB1382601A (enrdf_load_stackoverflow) |
| NL (1) | NL7105059A (enrdf_load_stackoverflow) |
| OA (1) | OA04066A (enrdf_load_stackoverflow) |
| SE (1) | SE395893B (enrdf_load_stackoverflow) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2358147A1 (fr) * | 1976-07-13 | 1978-02-10 | Parcor | Aspidospermidines |
| FR2358412A1 (fr) | 1976-07-13 | 1978-02-10 | Parcor | Procede de preparation de la vincamine et d'alcaloides apparentes |
| US4285949A (en) * | 1978-12-11 | 1981-08-25 | Omnichem Societe Anonyme | Vincamine derivatives, their preparation and therapeutical use |
| AU2008101262B4 (en) * | 2008-10-28 | 2009-07-30 | Let's Get Fit International Pty Ltd. | A strength, stability and motor control training system, method and apparatus |
| CN102875547B (zh) * | 2011-07-15 | 2015-05-27 | 海南灵康制药有限公司 | 一种长春西汀化合物及其制法 |
| CN102911171B (zh) * | 2012-10-15 | 2015-03-04 | 绍兴民生医药有限公司 | 一种长春西汀的半合成方法 |
| CN103333166B (zh) * | 2013-06-26 | 2016-07-06 | 上海交通大学 | 利用固体酸碱催化合成长春西汀的方法 |
| CN104788447B (zh) * | 2015-04-21 | 2016-08-31 | 张家港威胜生物医药有限公司 | 一种半合成法制备长春胺的生产工艺 |
| CN109384781B (zh) * | 2017-08-14 | 2020-07-07 | 北京康派森医药科技有限公司 | 长春胺手性杂质的制备方法 |
| CN110950859B (zh) * | 2019-10-23 | 2021-04-30 | 广州一品红制药有限公司 | 一种长春西汀的制备方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2823204A (en) * | 1956-03-30 | 1958-02-11 | Gobey Lab | Alkaloids of voacanga |
| US3205220A (en) * | 1961-10-26 | 1965-09-07 | Lilly Co Eli | Leurosidine and leurocristine and their production |
| US3562289A (en) * | 1965-05-12 | 1971-02-09 | Fmc Corp | Chromatographic separation process by means of cellulose crystallite aggregates derivatives |
| BE765795A (fr) * | 1971-04-15 | 1971-08-30 | Omnium Chimique Sa | Procede de preparation d'inverses optiques de la vincamine naturelle etderives indoliques nouveaux. |
-
1971
- 1971-03-03 BE BE763730A patent/BE763730R/xx active
- 1971-04-15 NL NL7105059A patent/NL7105059A/xx unknown
- 1971-12-30 SE SE7116896A patent/SE395893B/xx unknown
- 1971-12-31 FR FR7147731A patent/FR2184119A5/fr not_active Expired
-
1972
- 1972-01-13 US US217580A patent/US3892755A/en not_active Expired - Lifetime
- 1972-01-13 GB GB162572A patent/GB1382601A/en not_active Expired
- 1972-01-14 OA OA54465A patent/OA04066A/xx unknown
- 1972-01-14 CH CH55872A patent/CH559208A5/xx not_active IP Right Cessation
- 1972-01-14 CA CA132,494A patent/CA995675A/en not_active Expired
- 1972-09-08 FR FR7232033A patent/FR2155265A5/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CA995675A (en) | 1976-08-24 |
| DE2201795A1 (de) | 1972-08-10 |
| NL7105059A (enrdf_load_stackoverflow) | 1972-07-18 |
| SE395893B (sv) | 1977-08-29 |
| US3892755A (en) | 1975-07-01 |
| FR2155265A5 (enrdf_load_stackoverflow) | 1973-05-18 |
| OA04066A (fr) | 1979-10-30 |
| DE2201795B2 (de) | 1976-09-30 |
| CH559208A5 (enrdf_load_stackoverflow) | 1975-02-28 |
| BE763730R (fr) | 1971-08-02 |
| FR2184119A5 (enrdf_load_stackoverflow) | 1973-12-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PE20 | Patent expired after termination of 20 years |